Baccatin III | CAS No. 27548-93-2

Baccatin III

Basic Information

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CAS Number

27548-93-2

Molecular Formula

C31H38O11

Molecular Weight

586.63 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Cryst.

Melting Point

229-234 ºC

Boiling Point

562.81°C (rough estimate)

Flash Point

226.9 °C

Solubility

Chloroform (Sparingly, Sonicated), Methanol (Slightly)

Refractive Index

1.5455-1.5475

Vapor Pressure

0.0±2.4 mmHg at 25°C

SMILES

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CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C

InChI

InChI=1S/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1

InChIKey

OVMSOCFBDVBLFW-VHLOTGQHSA-N

LogP

1.6525999999999985

Topological Polar Surface Area

165.89 Å²

Hydrogen Bond Donor/Acceptor

3 / 11

Complexity

1200

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

H350

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

H350 May cause cancer
Carcinogenicity

Hazard Class

Class 6.1(b) Class 6.1(b)

Storage Conditions

-20℃

Stability

4 Year Shelf Life

Synonyms & References

English

Baccatine III
Baccatin III
Baccatin Ⅲ
BACCATIN III(P) PrintBack
O-De[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]paclitaxel
7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one,6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-,[2aR-(2aa,4b,4ab,6b,9a,11a,12a,12aa,12ba)]-
NSC 330753
[ "" ]
40K5PZ0K67
Baccatin cento
C31H38O11
BACCATIN-III
b(2aH)-diyl diacetate
OVMSOCFBDVBLFW-VHLOTGQHSA-N
Baccatin II
(2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-12-(benzoyloxy)-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate

MDL Number

MFCD00153921

Customs Code

29329990

FAQ

What is Baccatin III (CAS: 27548-93-2)?

Baccatin III is a natural compound derived from the bark of the European yew tree (Taxus species). It has the chemical formula C21H28O11 and is known for its complex structure, which includes a tetracyclic diterpenoid backbone. Baccatin III is a key intermediate in the synthesis of various anticancer drugs, particularly paclitaxel, and exhibits notable biological activity.

What are the main uses of Baccatin III (CAS: 27548-93-2)?

Baccatin III is primarily used in pharmaceutical research and development as a precursor for the synthesis of paclitaxel, a widely used chemotherapy medication. It also finds applications in drug discovery, medicinal chemistry, and as a starting material for the production of other taxane derivatives. Due to its biological properties, it is studied for potential therapeutic uses in cancer treatment and other medical fields.

Is Baccatin III (CAS: 27548-93-2) safe?

Baccatin III is generally considered safe when handled properly in controlled laboratory settings. However, as a chemical compound, it requires careful handling to avoid skin contact and inhalation. Safety protocols include the use of personal protective equipment (PPE) such as gloves and goggles. It is important to follow established safety standards to ensure safe use in research and industrial applications.

How should Baccatin III (CAS: 27548-93-2) be stored?

Baccatin III should be stored in a cool, dry, and dark place, preferably at temperatures below 25°C. It is sensitive to moisture and light, so it should be kept in airtight containers and protected from exposure. Storage in a desiccator or under an inert atmosphere may also be recommended to maintain stability and prevent degradation.